1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose

• CAT Number: R000090
• CAS Number: 582-52-5
• Molecular Formula: C₁₂H₂₀O₆
• Molecular Weight: 260.29
• Purity: ≥95%
• Synonyms: 1,2:5,6-Bis-O-(1-methylethylidene)-α-D-glucofuranose; 1,2:5,6-Di-O-isopropylidene-D-glucose; D-Glucose Diacetonide; ?Diacetoneglucose; Glucose Bisacetonide; NSC 1223; DAG.
• Storage: Store at -20°C
• IUPAC Name: (3aR,5S,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
• InChI: InChI=1S/C12H20O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10,13H,5H2,1-4H3/t6-,7+,8-,9-,10-/m1/s1
• InChIKey: KEJGAYKWRDILTF-JDDHQFAOSA-N
• SMILES: CC1(OC[C@@H](O1)[C@@H]2[C@@H]([C@@H]3[C@H](O2)OC(O3)(C)C)O)C

Diacetone-D-glucose(CAT: R000090) is a protected form of D-glucose widely utilized in carbohydrate chemistry and glycosylation reactions. Featuring acetal protection at key hydroxyl groups, it offers enhanced stability and selectivity for regio- and stereospecific transformations. This compound is frequently employed as a glycosyl donor or intermediate in the synthesis of complex oligosaccharides, glycolipids, and other glycoconjugates. Its solubility in organic solvents and reduced reactivity of masked hydroxyls make it ideal for stepwise synthetic strategies. Diacetone-D-glucose is an essential tool in medicinal chemistry, glycobiology, and the development of carbohydrate-based therapeutics and diagnostics.